- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$130
Average price
$151
Fastest journey
20 h 30 m
Average duration
23 h 40 m
Buses per day
10
Distance
1225 km
The best way to find a cheap bus ticket from New Haven, CT to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from New Haven, CT to Chicago, IL will cost around $151 if you buy it on the day, but the cheapest tickets can be found for only $130.
It's difficult to get from New Haven, CT to Chicago, IL without transferring at least once.
FlixBus · FlixBus+
FlixBus · FlixBus+
·
· ·
FlixBus · FlixBus
FlixBus · FlixBus
FlixBus · FlixBus
· ·
FlixBus · FlixBus+
FlixBus+
·
FlixBus · FlixBus+
· Buses from New Haven, CT to Chicago, IL run on average 9 times per day, taking around 28h 9m. Cheap bus tickets for this journey start at $123 (€100) but you can travel from only $55 (€45) by flight.
The earliest bus runs at 05:50, the last at 23:35. The fastest bus covers the 761 miles (1225 km) distance in 20h 30m.
Distance 761 miles (1225 km) |
Average bus duration 28h 9m |
Cheapest ticket price $123 (€100) |
Buses per day 9 |
Fastest bus 20h 30m |
First bus 5:50 AM |
Last bus 11:35 PM |
Cheapest Month Nov |
Cheapest Day Wed |
High Season Oct - Dec |
Low Season Jul - Sep |
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 05:25AM | Arrival Time 10:00AM | Duration 29h35 | Departure days Tue | Cheapest price $109 |
Operator FlixBus | Departure Time 05:25AM | Arrival Time 06:10AM | Duration 25h45 | Departure days Mon, Wed, Thu, Fri, Sat, Sun | Cheapest price $116 |
Operator Greyhound | Departure Time 09:30AM | Arrival Time 01:45PM | Duration 29h15 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $110 |
Operator Greyhound | Departure Time 11:35AM | Arrival Time 01:45PM | Duration 27h10 | Departure days Everyday | Cheapest price $110 |
Operator FlixBus | Departure Time 12:50PM | Arrival Time 01:25PM | Duration 25h35 | Departure days Wed | Cheapest price $111 |
Operator FlixBus | Departure Time 02:10PM | Arrival Time 01:25PM | Duration 24h15 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $114 |
Operator FlixBus | Departure Time 05:55PM | Arrival Time 01:25PM | Duration 20h30 | Departure days Everyday | Cheapest price $108 |
Operator FlixBus | Departure Time 07:15PM | Arrival Time 06:55PM | Duration 24h40 | Departure days Everyday | Cheapest price $110 |
Operator Greyhound | Departure Time 07:15PM | Arrival Time 08:00AM | Duration 37h45 | Departure days Everyday | Cheapest price $113 |
Operator Greyhound | Departure Time 11:00PM | Arrival Time 08:00AM | Duration 34h00 | Departure days Mon, Tue, Thu, Fri, Sun | Cheapest price $128 |
Operator FlixBus | Departure Time 11:00PM | Arrival Time 06:10AM | Duration 32h10 | Departure days Tue, Thu, Fri, Sun | Cheapest price $113 |
The table below shows live departures for New Haven, CT to Chicago, IL buses for today, Friday, July 31. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus · FlixBus | 5:25 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 25h45 | 6:10 AM Chicago, Greyhound Bus Station | 1 transfer | |
FlixBus · FlixBus+ · | 5:25 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 27h35 | 8:00 AM Chicago, Union Station (Amtrak), IL | 3 transfers | |
FlixBus · FlixBus+ · | 9:30 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 29h15 | 1:45 PM Chicago, Union Station (Amtrak), IL | 3 transfers | |
FlixBus · FlixBus+ · | 9:30 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 25h30 | 10:00 AM Chicago, Greyhound Bus Station | 3 transfers | |
· · | 11:35 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 27h10 | 1:45 PM Chicago, Union Station (Amtrak), IL | 2 transfers | |
· · | 11:35 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 23h25 | 10:00 AM Chicago, Greyhound Bus Station | 2 transfers | |
+ FlixBus · FlixBus | 2:10 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 24h15 | 1:25 PM Chicago, Greyhound Bus Station | 2 transfers | |
FlixBus · FlixBus | 5:55 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 20h30 | 1:25 PM Chicago, Greyhound Bus Station | 1 transfer | |
· · · | 7:15 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 37h45 | 8:00 AM Chicago, Union Station (Amtrak), IL | 3 transfers | |
· + FlixBus | 7:15 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 24h40 | 6:55 PM Chicago, Greyhound Bus Station | 2 transfers | |
FlixBus · FlixBus+ + FlixBus | 11:00 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 32h10 | 6:10 AM Chicago, Greyhound Bus Station | 3 transfers | |
FlixBus+ · · | 11:00 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 34h00 | 8:00 AM Chicago, Union Station (Amtrak), IL | 3 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from New Haven, CT to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most New Haven, CT to Chicago, IL buses use the New Haven, Union Avenue (Union Station Parking Garage) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare New Haven, CT and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Here are some other resources that might have the information you need